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钯(II)催化水相中芳基酮的合成。

Pd(II)-catalyzed synthesis of aryl ketones in water.

作者信息

Almin Arzu, Bora Doli, Bora Utpal

机构信息

Department of Chemical Sciences, Tezpur University, Napaam, Tezpur, Assam 784028, India.

出版信息

Org Biomol Chem. 2025 Jun 18;23(24):5833-5839. doi: 10.1039/d5ob00391a.

Abstract

A mild and efficient Pd-catalyzed protocol has been developed for the direct synthesis of aryl ketones through a reaction of arylboronic acids (and their ester derivatives) with aromatic as well as aliphatic nitriles. The reaction operates under mild conditions using minimal amounts of PTSA as a cost-effective acid additive and water as the sole solvent, enhancing the sustainability of the process. This method exhibits excellent functional group tolerance and a broad substrate scope, delivering both diaryl and alkyl aryl ketones in moderate to excellent yields. Notably, the utility of this methodology is demonstrated the synthesis of (4-methoxyphenyl)(3,4,5-trimethoxyphenyl)methanone (PHT), a pharmaceutically relevant compound, in a remarkable yield of 96%.

摘要

已开发出一种温和且高效的钯催化方法,用于通过芳基硼酸(及其酯衍生物)与芳族和脂肪族腈的反应直接合成芳基酮。该反应在温和条件下进行,使用少量对甲苯磺酸作为经济高效的酸添加剂,水作为唯一溶剂,提高了该过程的可持续性。该方法具有出色的官能团耐受性和广泛的底物范围,能以中等至优异的产率得到二芳基酮和烷基芳基酮。值得注意的是,该方法的实用性在合成药物相关化合物(4-甲氧基苯基)(3,4,5-三甲氧基苯基)甲酮(PHT)中得到了证明,其产率高达96%。

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